iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1543

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@@H]1N([C@H](C)CCN([C@@H](Cc2ccc3ccccc3c2)C(N)=O)C1=O)C(=O)Cc1ccc2ncccc2c1
  • IUPAC name: 
    (2S)-2-[(3S,5R)-5-methyl-3-(2-methylpropyl)-2-oxo-4-(2-quinolin-6-ylacetyl)-1,4-diazepan-1-yl]-3-naphthalen-2-ylpropanamide
  • InChi: 
    InChI=1S/C34H38N4O3/c1-22(2)17-31-34(41)37(30(33(35)40)20-24-10-12-26-7-4-5-8-27(26)18-24)16-14-23(3)38(31)32(39)21-25-11-13-29-28(19-25)9-6-15-36-29/h4-13,15,18-19,22-23,30-31H,14,16-17,20-21H2,1-3H3,(H2,35,40)/t23-,30+,31+/m1/s1
  • InChiKey: 
    MRALGEXHJHNARS-VBDKILDKSA-N

External links


10030465
CHEMBL148363
8206036

External search

Bibliography (1)

Publication Name
Wattanasin S, Albert R, Ehrhardt C, Roche D, Sabio M, Hommel U, Welzenbach K, Weitz-Schmidt G. . 1,4-Diazepane-2-ones as novel inhibitors of LFA-1. Bioorganic & medicinal chemistry letters. 18d

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.96 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 550.29 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 4.54
TPSA 96.60
RB 8
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
12565959 18d ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.96
Ta Structure Name Drugbank ID
0.7661 (S)-2-((S)-3-isobutyl-2,5-dioxo-4-quinolin-3-ylmethyl-[1,4]diazepan-1yl)-N-methyl-3-naphtalen-2-yl-propionamide DB04724
0.7273 PPI-1019 DB05832
0.7207 [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE DB08422
0.6869 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE DB07749
0.6850 Gramicidin D DB00027
0.6719 LTX-315 DB12748
0.6667 Difelikefalin DB11938
0.6642 Murepavadin DB14777
0.6604 N-Methylphenylalanyl-N-[(trans-4-aminocyclohexyl)methyl]-L-prolinamide DB08187
0.6555 Polymyxin B DB00781
0.6509 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide DB07083
0.6486 D-phenylalanyl-N-benzyl-L-prolinamide DB07143
0.6454 (3s,8ar)-3-(4-Hydroxybenzyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione DB04520
0.6454 Anamorelin DB06645
0.6423 LY-517717 DB05713